Popsugar Fashion Celebrity Fashion Jennifer Aniston Wearing Jeans Jennifer Aniston Has Worn This Trouser Style Since the '90s — and She's Never Looked Back 31 December 2019 by Sarah Wasilak Image Source: Getty / James Devaney Nothing separates Jennifer Aniston from her jeans. There is simply no season or occasion she won't try them on for, as we've learned over the years while tracking her style. From red carpets to date night, Jen has proven that denim isn't just a sign of a casual look. While she's admitted skinny jeans aren't her favourite and she clearly knows how to rock a slouchy fit, the star's managed to come up with a handful of ideas for every silhouette in the book. Read on for a few of her most trustworthy lessons, some of which come from the '90s, but can still easily be applied today. Jen Wore Her Boyfriend Cut Jeans With a Bomber Jacket Image Source: Getty / Alo Ceballos 1 / 30 She Owns Cropped, Straight-Legs That Go Right Down to Her Boots Image Source: Getty / PG/Bauer-Griffin 2 / 30 Jen's Ripped Boyfriend Jeans Balanced Out a Luxe Coat and White Sneakers Image Source: Getty / Marc Piasecki 3 / 30 Skinny Jeans Lent a Casual Touch to a Sophisticated Blazer Image Source: Getty / Raymond Hall 4 / 30 Jen Owns White Jeans, of Course, Which She's Reserved For Summers in the Past Image Source: Getty / Raymond Hall 5 / 30 Jen's Olive-Toned Denim Worked With a Handful of Neutrals Image Source: Getty / Raymond Hall 6 / 30 She Paired Her With Denim Boyfriend Jeans With a White Shirt and Black Blazer Image Source: Getty / RB/Bauer-Griffin 7 / 30 Boot-Cut Jeans Broke Up a Black Jacket and Brown Boots Image Source: Getty / Ray Tamarra 8 / 30 Jen Paired These Bootleg Jeans With the Perfect Boot Image Source: Getty / BG017/Bauer-Griffin 9 / 30 Slouchy, Rolled Denim Looked Cool With a Jumper and Fedora Image Source: Getty / James Devaney 10 / 30 She Paired Ripped Boyfriend Jeans With Strappy Heels and a Polka-Dot Blouse Image Source: Getty / SMXRF/Star Max 11 / 30 Jen Showed Off Her Functional Brogues by Rolling Up This Pair Image Source: Getty / James Devaney 12 / 30 Jen Pairs Bell-Bottoms With a White Button-Up Blouse Image Source: Getty / James Devaney 13 / 30 She Slipped Into Her Light-Wash Crops With Sandals in the Summer Image Source: Getty / James Devaney 14 / 30 Jen's Worn Booties and Socks With Her Jeans Image Source: Getty / James Devaney 15 / 30 Jen Made Her Dark Denim Look Like the Perfect All-Black Outfit With Pops of Gold Image Source: Getty / RB/Bauer-Griffin 16 / 30 She Knows They Work Best in Any Silhouette With a White Tee Image Source: Getty / James Devaney 17 / 30 Jen Always Seems to Wrap a Scarf Around Her Neck When She's in Her Denim Image Source: Getty / Christopher Peterson 18 / 30 She Once Rolled Up Her Flares to Reveal Converse Sneakers Image Source: Getty / James Devaney 19 / 30 Jen Used Her Jeans to Play Up a Military Green Anorak and Wide-Brim Hat Image Source: Getty / Raymond Hall 20 / 30 Jen Chose a Relaxed Boyfriend Jean on a Rainy Day Image Source: Getty / James Devaney 21 / 30 For Date Night, Jen Styled Her Belted Flares With Platform Sandals and a Basic Black Vest Top Image Source: Getty / Alo Ceballos 22 / 30 Jen Wears Her Denim Through Winter With Lots of Layers Image Source: Getty / James Devaney 23 / 30 She Likes a Proper Look Too — All Belted and Tucked In Image Source: Getty / Ray Tamarra 24 / 30 In 2009, Jen Exhibited Unexpected Coolness in Some Low-Slung Denim Image Source: Getty / Jesse Guberman 25 / 30 Jen Made Boot-Cut Dark-Wash Denim Look Sophisticated With a Buttoned Blazer Image Source: Getty / James Devaney 26 / 30 Jen Pulled off a Parisian Chic Look in 2004 By Wearing Her Jeans With a Beret Image Source: Getty / Mario Magnani 27 / 30 Jen Wore a Taupe Wrap Sweater With Her Jeans and Booties Image Source: Getty / Arnaldo Magnani 28 / 30 Back in 1998, She Made Mom Jeans Look Fabulous With a Sheer Blouse and Platforms Image Source: Getty / Frank Trapper 29 / 30 Image Source: Getty 30 / 30 Celebrity FashionThe '90sNostalgiaCelebrity Street StyleJennifer AnistonDenimPeopleJustin TherouxCelebrity CouplesCelebrities